Stereocontrolled synthesis of N-heterocyclic fluorine-containing β-amino acid derivatives

A stereocontrolled procedure is reported for the access of various fluorine-containing piperidine and azepane β-amino esters. The synthetic protocol starts from readily available unsaturated cycloalkene β-amino acids and is based on oxidative cleavage of the ring olefin bond followed by ring closing of the diformyl intermediates in the presence of some fluorine-containing amines across reductive amination. Online journal “Fluorine notes” ISSN 2071-4807, Vol. 1(122), 2019; DOI: 10.17677/fn20714807.2019.01.01 2